Literature DB >> 17432902

Structures of pahayokolides A and B, cyclic peptides from a Lyngbya sp.

Tianying An1, Thallapuranam Krishnaswamy Suresh Kumar, Minglei Wang, Li Liu, Jackson O Lay, Rohana Liyanage, John Berry, Miroslav Gantar, Vered Marks, Robert E Gawley, Kathleen S Rein.   

Abstract

The isolation and structure elucidation of two cyclic peptides, pahayokolides A (1) and B (2), is described. Structural features determined for these compounds include a pendent N-acetyl-N-methyl leucine, both E- and Z-dehydrobutyrines, a homophenylalanine, and an unusual polyhydroxy amino acid that is most likely of mixed polyketide synthase/nonribosomal peptide synthase origin. These peptides were purified from a new species of cyanobacteria of the genus Lyngbya, which was isolated from a periphyton mat from the Florida Everglades.

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Year:  2007        PMID: 17432902      PMCID: PMC2573040          DOI: 10.1021/np060389p

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  9 in total

1.  Antillatoxin B, a neurotoxic lipopeptide from the marine cyanobacterium Lyngbya majuscula.

Authors:  L M Nogle; T Okino; W H Gerwick
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Authors:  M Rance; O W Sørensen; G Bodenhausen; G Wagner; R R Ernst; K Wüthrich
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4.  Pharmacology and toxicology of pahayokolide A, a bioactive metabolite from a freshwater species of Lyngbya isolated from the Florida Everglades.

Authors:  John P Berry; Miroslav Gantar; Robert E Gawley; Minglei Wang; Kathleen S Rein
Journal:  Comp Biochem Physiol C Toxicol Pharmacol       Date:  2004-12       Impact factor: 3.228

5.  Total structure determination of apratoxin A, a potent novel cytotoxin from the marine cyanobacterium Lyngbya majuscula.

Authors:  H Luesch; W Y Yoshida; R E Moore; V J Paul; T H Corbett
Journal:  J Am Chem Soc       Date:  2001-06-13       Impact factor: 15.419

6.  1H, 13C and 15N chemical shift referencing in biomolecular NMR.

Authors:  D S Wishart; C G Bigam; J Yao; F Abildgaard; H J Dyson; E Oldfield; J L Markley; B D Sykes
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7.  Two (Z)-dehydrobutyrine-containing microcystins from a hepatotoxic bloom of Oscillatoria agardhii from Soulseat Loch, Scotland.

Authors:  T Sano; K A Beattie; G A Codd; K Kaya
Journal:  J Nat Prod       Date:  1998-06-26       Impact factor: 4.050

8.  Gradient-tailored excitation for single-quantum NMR spectroscopy of aqueous solutions.

Authors:  M Piotto; V Saudek; V Sklenár
Journal:  J Biomol NMR       Date:  1992-11       Impact factor: 2.835

9.  Structures of three new homotyrosine-containing microcystins and a new homophenylalanine variant from Anabaena sp. strain 66.

Authors:  M Namikoshi; K Sivonen; W R Evans; W W Carmichael; L Rouhiainen; R Luukkainen; K L Rinehart
Journal:  Chem Res Toxicol       Date:  1992 Sep-Oct       Impact factor: 3.739

  9 in total
  14 in total

1.  Synergistic allelochemicals from a freshwater cyanobacterium.

Authors:  Pedro N Leão; Alban R Pereira; Wei-Ting Liu; Julio Ng; Pavel A Pevzner; Pieter C Dorrestein; Gabriele M König; Vitor M Vasconcelos; William H Gerwick
Journal:  Proc Natl Acad Sci U S A       Date:  2010-06-07       Impact factor: 11.205

Review 2.  Chemodiversity in freshwater and terrestrial cyanobacteria - a source for drug discovery.

Authors:  George E Chlipala; Shunyan Mo; Jimmy Orjala
Journal:  Curr Drug Targets       Date:  2011-10       Impact factor: 3.465

3.  Biosynthetic origin of the 3-amino-2,5,7,8-tetrahydroxy-10-methylundecanoic acid moiety and absolute configuration of pahayokolides A and B.

Authors:  Li Liu; Daniel W Bearden; Kathleen S Rein
Journal:  J Nat Prod       Date:  2011-06-08       Impact factor: 4.050

4.  Microseiramide from the Freshwater Cyanobacterium Microseira sp. UIC 10445.

Authors:  Shangwen Luo; Aleksej Krunic; George E Chlipala; Jimmy Orjala
Journal:  Phytochem Lett       Date:  2015-09-01       Impact factor: 1.679

5.  Euryjanicin A: a new cycloheptapeptide from the Caribbean marine sponge Prosuberites laughlini.

Authors:  Jan Vicente; Brunilda Vera; Abimael D Rodríguez; Idaliz Rodríguez-Escudero; Raphael G Raptis
Journal:  Tetrahedron Lett       Date:  2009-08-12       Impact factor: 2.415

Review 6.  New peptides isolated from Lyngbya species: a review.

Authors:  Li Liu; Kathleen S Rein
Journal:  Mar Drugs       Date:  2010-06-09       Impact factor: 5.118

7.  Antineoplastic agents. 570. Isolation and structure elucidation of bacillistatins 1 and 2 from a marine Bacillus silvestris.

Authors:  George R Pettit; John C Knight; Delbert L Herald; Robin K Pettit; Fiona Hogan; Venugopal J R V Mukku; John S Hamblin; Michael J Dodson; Jean-Charles Chapuis
Journal:  J Nat Prod       Date:  2009-03-27       Impact factor: 4.050

8.  Biosynthesis of Athmu, a α,γ-hydroxy-β-amino acid of pahayokolides A-B.

Authors:  Li Liu; Daniel W Bearden; Juan C Rodriguez; Kathleen S Rein
Journal:  Tetrahedron Lett       Date:  2012-12-12       Impact factor: 2.415

Review 9.  Cyanobacterial toxins as allelochemicals with potential applications as algaecides, herbicides and insecticides.

Authors:  John P Berry; Miroslav Gantar; Mario H Perez; Gerald Berry; Fernando G Noriega
Journal:  Mar Drugs       Date:  2008-05-15       Impact factor: 5.118

Review 10.  α,β-Dehydroamino acids in naturally occurring peptides.

Authors:  Dawid Siodłak
Journal:  Amino Acids       Date:  2014-10-17       Impact factor: 3.520

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